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According to Wikitravel, unless your car is amphibious (like the Aquada), you'll need to get it freighted to Hawaii.

Fortunately this seems fairly common, and a quick google search gives a few results, including this on Hawaii Car Shipping:

According to them it usually takes three to four weeks, you will need a variety of paperwork and (of course) shipping insurance. But it's certainly possible.

However, you won't be driving WITH it. It'll be being shipped. So that depends on your technicality rules for your challenge.

Unfortunately, as per the same Wikitravel link, the days when everyone arrived by boat are gone. The only way you can get there yourself by boat is by cruise ship from the western coast of North America, for example, and I'm not sure if any companies allow you to bring your own car, let along drive it onto the boat...

I spotted a few cars with Hawaii plates on them in Seattle, so at least some must be making the journey the other way!
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GagravarrJul 11 '12 at 23:18

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@Gagravarr: This page says that the U.S. military, as a special benefit to its personnel, will often pay to have their personal cars shipped when they are transferred. Given the large military presence in Hawaii, I'd guess that's what happened to these cars. Otherwise I would have to think it would be more cost-effective to sell the car and buy another one, especially since car prices in Hawaii would presumably be higher.
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Nate EldredgeJul 12 '12 at 5:11

@NateEldredge High car prices in Hawaii would make it less economical to sell your car and buy a new one. Most personnel who are involved in a transfer to or from Hawaii will be non-Hawaiians who've been sent there. They would want to bring their existing car to Hawaii to avoid having to pay a premium to buy a new one there. Though I suppose that, when they leave again, they might leave the now old-ish car in Hawaii and buy a new one when they're back in the continental US.
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David RicherbyJan 13 at 10:58